3-溴-5-(4-氟苯基)吡啶 | 675590-04-2

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 3-溴-5-(4-氟苯基)吡啶
• 英文名称: 3-bromo-5-(4-fluorophenyl)pyridine
• CAS: 675590-04-2
• 化学式: C₁₁H₇BrFN
• 分子量: 252.086
• InChiKey: DWWNZCMYXUKIBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  3-溴-5-(4-氟苯基)吡啶 在 aluminum (III) chloride 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 乙二醇甲醚 为溶剂， 反应 9.0h， 生成 N⁴-(5-(4-fluorophenyl)pyridin-3-yl)-N²-(4-(methylsulfonyl)phenyl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  N-(pyridin-3-yl)pyrimidin-4-amine 类似物作为新型细胞周期蛋白依赖性激酶 2 抑制剂用于癌症治疗的设计、合成和生物学评价

  摘要：

   [显示省略]

  DOI：

  10.1016/j.bioorg.2023.107019
• 作为产物：
  描述：

  3,5-二溴吡啶 、 4-氟苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 以66%的产率得到3-溴-5-(4-氟苯基)吡啶
  参考文献：
  名称：

  Fine-Tuning the Selectivity of Aldosterone Synthase Inhibitors: Structure−Activity and Structure−Selectivity Insights from Studies of Heteroaryl Substituted 1,2,5,6-Tetrahydropyrrolo[3,2,1-ij]quinolin-4-one Derivatives

  摘要：

  Pyridine substituted 3,4-dihydro-1H-quinolin-2-ones (e.g., 1-3) constitute a class of highly potent and selective inhibitors of aldosterone synthase (CYP11B2), a promising target for the treatment of hyperaldosteronism, congestive heart failure, and myocardial fibrosis. Among these, ethyl-substituted 3 possesses high selectivity against CYP1A2. Rigidification of 3 by incorporation of the ethyl group into a 5- or 6-membered ring affords compounds with a pyrroloquinolinone or pyridoquinolinone molecular scaffold (e.g., 4 and 5). It was found that these molecules are even more potent and selective CYP11B2 inhibitors than their corresponding open-chain analogues. Moreover, pyrroloquinolinone 4 exhibits no inhibition of the six most important hepatic CYP enzymes as well as a bioavailability in the range of the marketed drug fadrozole. The SAR studies disclose that subtle changes in the heterocyclic moiety are responsible for either a strong or a weak inhibition of the highly homologous 11 beta-hydroxylase (CYP11B1). These results are not only important for fine-tuning the selectivity of CYP11B2 inhibitors but also for the development of selective CYP11B1 inhibitors that are of interest for the treatment of Cushing's syndrome and metabolic syndrome.

  DOI：

  10.1021/jm101470k

文献信息

• Pyrrolopyrimidines and Pyrrolopyridines
  申请人：Leblanc Catherine

  公开号：US20090181941A1

  公开（公告）日：2009-07-16

  Compounds of formula I in free or salt or solvate form, wherein X, T 1 , T 3 and T 4 have the meanings as indicated in the specification, are useful for treating diseases mediated by the ALK-5 and/or ALK-4 receptor. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  公式I的化合物，无论是游离形式、盐形式还是溶剂化物形式，其中X、T1、T3和T4的含义如说明书中所指，可用于治疗由ALK-5和/或ALK-4受体介导的疾病。还描述了包含这些化合物的药物组合物以及制备这些化合物的方法。
• [EN] HETEROCYCLIC COMPOUNDS USEFUL AS MK2 INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILES COMME INHIBITEURS DE MK2
  申请人：NOVARTIS AG

  公开号：WO2009010488A1

  公开（公告）日：2009-01-22

  The present invention describes tetracyclic compounds of formula (IA) or (IB), wherein the symbols R, X, A, Y, R2, R3 and D are as defined in the specification, their use in the treatment of certain diseases, e.g. depending on MK-2 or TNF activity, and ways of manufacturing them.

  本发明描述了式（IA）或（IB）的四环化合物，其中符号R、X、A、Y、R2、R3和D如规范中所定义，它们在治疗某些疾病中的用途，例如取决于MK-2或TNF活性，并制造它们的方法。
• Inhibitors of the Human Aldosterone Sythase CYP11B2
  申请人：Hartmann Rolf W.

  公开号：US20110112067A1

  公开（公告）日：2011-05-12

  The invention provides compounds of the general formula (I) which are inhibitors of the human aldosterone synthase, and also pharmaceutical compositions containing these compounds, and a method of treating of hyperaldosteronism and/or disorders or diseases that are mediated by 11β-hydroxylase (CYP11B1) with these compounds.

  该发明提供了一般式(I)的化合物，这些化合物是人类醛固酮合成酶的抑制剂，还包括含有这些化合物的药物组合物，以及使用这些化合物治疗高醛固酮症和/或由11β-羟化酶（CYP11B1）介导的疾病或疾病的方法。
• [EN] DIAZABICYCLIC COMPOUNDS USEFUL IN THE TREATMENT OF CNS AND OTHER DISORDERS<br/>[FR] COMPOSES DIAZABICYCLIQUES UTILISES DANS LE TRAITEMENT DE TROUBLES ASSOCIES AU SNC
  申请人：PFIZER PROD INC

  公开号：WO2004024729A1

  公开（公告）日：2004-03-25

  The present invention relates to a compounds of formula (I): wherein A, B, D, E and F are defined herein; that are useful in treating central nervous system (CNS) diseases, disorders and conditions, such as but not limited to nicotine addiction, schizophrenia, depression, Alzheimer's disease, Parkinson's disease and ADHD. The present invention further comprises pharmaceutical compositions containing such compounds and methods of treatment comprising the use of such compounds.

  本发明涉及公式(I)的化合物：其中A、B、D、E和F在此处定义；这些化合物在治疗中枢神经系统（CNS）疾病、紊乱和症状方面具有用处，例如但不限于尼古丁成瘾、精神分裂症、抑郁症、阿尔茨海默病、帕金森病和注意力缺陷多动障碍。本发明还包括含有这些化合物的药物组合物和包括使用这些化合物的治疗方法。
• Diazabicyclic compounds useful in the treatment of CNS and other disorders
  申请人：Pfizer Inc

  公开号：US20040106603A1

  公开（公告）日：2004-06-03

  The present invention relates to a compounds of formula I: 1 wherein A, B, D, E and F are defined herein; that are useful in treating central nervous system (CNS) diseases, disorders and conditions, such as but not limited to nicotine addiction, schizophrenia, depression, Alzheimer's disease, Parkinson's disease and ADHD. The present invention further comprises pharmaceutical compositions containing such compounds and methods of treatment comprising the use of such compounds.

  本发明涉及一种化合物，其化学式为I：1，其中A、B、D、E和F的定义如下；该化合物可用于治疗中枢神经系统（CNS）疾病、紊乱和病况，例如但不限于尼古丁成瘾、精神分裂症、抑郁症、阿尔茨海默病、帕金森病和ADHD。本发明还包括含有这种化合物的制药组合物和使用这种化合物的治疗方法。